(3aS,6aR)-5-Oxo-2-(toluene-4-sulfonyloxy)-3a-[3-(toluene-4-sulfonyloxy)-propyl]-3,3a,4,5,6,6a-hexahydro-pentalene-1-carboxylic acid methyl ester

Base Information

Chemical Name:(3aS,6aR)-5-Oxo-2-(toluene-4-sulfonyloxy)-3a-[3-(toluene-4-sulfonyloxy)-propyl]-3,3a,4,5,6,6a-hexahydro-pentalene-1-carboxylic acid methyl ester
CAS No.:91479-27-5
Molecular Formula:C₂₇H₃₀O₉S₂
Molecular Weight:562.662
Hs Code.:

(3aS,6aR)-5-Oxo-2-(toluene-4-sulfonyloxy)-3a-[3-(toluene-4-sulfonyloxy)-propyl]-3,3a,4,5,6,6a-hexahydro-pentalene-1-carboxylic acid methyl ester

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Chemical Property of (3aS,6aR)-5-Oxo-2-(toluene-4-sulfonyloxy)-3a-[3-(toluene-4-sulfonyloxy)-propyl]-3,3a,4,5,6,6a-hexahydro-pentalene-1-carboxylic acid methyl ester

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Technology Process of (3aS,6aR)-5-Oxo-2-(toluene-4-sulfonyloxy)-3a-[3-(toluene-4-sulfonyloxy)-propyl]-3,3a,4,5,6,6a-hexahydro-pentalene-1-carboxylic acid methyl ester

There total 8 articles about (3aS,6aR)-5-Oxo-2-(toluene-4-sulfonyloxy)-3a-[3-(toluene-4-sulfonyloxy)-propyl]-3,3a,4,5,6,6a-hexahydro-pentalene-1-carboxylic acid methyl ester which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 18.0%

: 91479-24-2
4-methoxycarbonyl-1-(3-hydroxypropyl)bicyclo<3.3.0>octane-3,7-dione

: 98-59-9
p-toluenesulfonyl chloride

: C₂₅H₂₈O₇S₂

: 91479-27-5
(3aS,6aR)-5-Oxo-2-(toluene-4-sulfonyloxy)-3a-[3-(toluene-4-sulfonyloxy)-propyl]-3,3a,4,5,6,6a-hexahydro-pentalene-1-carboxylic acid methyl ester

Guidance literature:: With pyridine; at 0 ℃; for 16h;

Reference yield:

: 91479-19-5
3a-(2-Ethoxycarbonyl-ethyl)-2,5-dioxo-octahydro-pentalene-1,3,4,6-tetracarboxylic acid tetramethyl ester

: 91479-27-5
(3aS,6aR)-5-Oxo-2-(toluene-4-sulfonyloxy)-3a-[3-(toluene-4-sulfonyloxy)-propyl]-3,3a,4,5,6,6a-hexahydro-pentalene-1-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: 60 percent / 25percent hydrochloric acid / 6 h / Heating

2: 79.5 percent

3: 99 percent / conc. sulphuric acid / ethanol / 1.5 h / Ambient temperature

4: 97 percent / lithium aluminium hydride / diethyl ether / Heating

5: 82 percent / 2M HCl / ethanol / 2 h / Ambient temperature

6: 84 percent / toluene-p-sulphonic acid / dioxane / 0.25 h / Ambient temperature

7: 2.) hydrogen chloride / 1.) 105 - 110 deg C, 2.5 h, DMF, 2.) room temperature, 20 h

8: 18 percent / pyridine / 16 h / 0 °C

With pyridine; hydrogenchloride; lithium aluminium tetrahydride; sulfuric acid; toluene-4-sulfonic acid; In 1,4-dioxane; diethyl ether; ethanol;

Reference yield:

: 62939-59-7
1-(2'-carboxyethyl)bicyclo<3.3.0>octane-3,7-dione

: 91479-27-5
(3aS,6aR)-5-Oxo-2-(toluene-4-sulfonyloxy)-3a-[3-(toluene-4-sulfonyloxy)-propyl]-3,3a,4,5,6,6a-hexahydro-pentalene-1-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 79.5 percent

2: 99 percent / conc. sulphuric acid / ethanol / 1.5 h / Ambient temperature

3: 97 percent / lithium aluminium hydride / diethyl ether / Heating

4: 82 percent / 2M HCl / ethanol / 2 h / Ambient temperature

5: 84 percent / toluene-p-sulphonic acid / dioxane / 0.25 h / Ambient temperature

6: 2.) hydrogen chloride / 1.) 105 - 110 deg C, 2.5 h, DMF, 2.) room temperature, 20 h

7: 18 percent / pyridine / 16 h / 0 °C

With pyridine; hydrogenchloride; lithium aluminium tetrahydride; sulfuric acid; toluene-4-sulfonic acid; In 1,4-dioxane; diethyl ether; ethanol;